ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

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Chemical Name:ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate
CAS No.:1159611-68-3
Molecular Formula:C₄₄H₆₄O₉Si₂
Molecular Weight:793.158
Hs Code.:

ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

Synonyms:ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

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Chemical Property of ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

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Technology Process of ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

There total 10 articles about ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

: 1159611-50-3
(R)-ethyl 4-((2R,4S,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-hydroxytetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

: 108-24-7
acetic anhydride

: 1159611-68-3
ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1021/ol900585t

Reference yield:

: 1028481-69-7
ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

: 1159611-68-3
ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; triethylamine / dichloromethane; methanol / 12 h / 20 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

3: sodium hydrogencarbonate; ozone / dichloromethane / 0.02 h / -78 °C

4: methanol; sodium tetrahydroborate / 0.5 h / 0 °C

5: dmap; pyridine / dichloromethane / 20 °C

With pyridine; methanol; dmap; sodium tetrahydroborate; sodium hydrogencarbonate; ozone; triethylamine; In methanol; dichloromethane;

Reference yield:

: C₁₃H₂₈O₄Si

: 1159611-68-3
ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / -5 °C / Inert atmosphere

1.2: 1 h / -5 °C / Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C / Inert atmosphere

3.1: water; toluene-4-sulfonic acid / methanol; benzene / 5 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

5.1: sodium hydrogencarbonate; ozone / dichloromethane / 0.02 h / -78 °C

5.2: -78 - 20 °C

6.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

7.1: pyridine; dmap / dichloromethane / 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; benzene;